CP 47,497 explained

CP 47,497 or (C7)-CP 47,497 is a cannabinoid receptor agonist drug, developed by Pfizer in the 1980s.[1] It has analgesic effects and is used in scientific research. It is a potent CB1 agonist with a Kd of 2.1 nM.[2] [3] [4]

Homologue

On the 19th of January 2009, the University of Freiburg in Germany announced that an analog of CP 47,497 is the main active ingredient in the herbal "incense" product Spice, specifically the 1,1-dimethyloctyl homologue of CP 47,497. Both the dimethylheptyl and dimethyloctyl homologues were detected in different batches, with considerable variation in the concentration present in different samples that were analysed. The weaker dimethylhexyl and dimethylnonyl homologues were not found in any batches of smoking blends tested, but have been legally scheduled alongside the others in some jurisdictions, to forestall any potential use for this purpose.[5] [6] [7] The 1,1-dimethyloctyl homologue of CP 47,497 is several times more potent than the parent compound,[8] which is somewhat unexpected as the 1,1-dimethylheptyl is the most potent substituent in classical cannabinoid compounds such as HU-210.[9] The unapproved use of these compounds in herbal smoking blends has led to a resurgence in legitimate scientific research into their use,[10] and consequently the C8 homologue of CP 47,497 has been assigned a proper name, cannabicyclohexanol.[11]

Legal status

Germany

On 22 January 2009, CP 47,497 was added to the German controlled drug schedules ("Betäubungsmittelgesetz"),[12] along with its dimethylhexyl, dimethyloctyl and dimethylnonyl homologues.[13]

France

CP 47,497 and its C6, C8, and C9 homologues were made illegal in France on 24 February 2009.[14]

Latvia

CP 47,497 and its C6, C8, and C9 homologues were made illegal in Latvia on 28 November 2009.[15]

Lithuania

CP 47,497 and its C6, C8, and C9 homologues were made illegal in Lithuania on 5 June 2009.[16]

Sweden

CP 47,497 and its C6, C7, C8, and C9 homologues were made illegal in Sweden on 15 September 2009.

Romania

CP 47,497 and its C6, C7, C8, and C9 homologues were made illegal in Romania on 15 February 2010.(Web site: Illegal Substances in Romania after 15.02.2010 . https://web.archive.org/web/20100327003052/http://www.droguri101.ro/noile-substante/ . 2010-03-27 .

United States

As of March 1, 2011, it is a schedule 1 drug.[17] [18]

See also

Notes and References

  1. Weissman A, Milne GM, Melvin LS . Cannabimimetic activity from CP-47,497, a derivative of 3-phenylcyclohexanol . The Journal of Pharmacology and Experimental Therapeutics . 223 . 2 . 516–23 . November 1982 . 6290642 .
  2. Shim JY, Welsh WJ, Howlett AC . Homology model of the CB1 cannabinoid receptor: sites critical for nonclassical cannabinoid agonist interaction . Biopolymers . 71 . 2 . 169–89 . 2003 . 12767117 . 10.1002/bip.10424 . 7909397 .
  3. Roger Pertwee. Cannabinoids. Handbook of Experimental Pharmacology Volume 168. Springer.
  4. Little PJ, Compton DR, Johnson MR, Melvin LS, Martin BR . Pharmacology and stereoselectivity of structurally novel cannabinoids in mice . The Journal of Pharmacology and Experimental Therapeutics . 247 . 3 . 1046–51 . December 1988 . 2849657 .
  5. Hauptwirkstoff von „Spice“ identifiziert, University of Freiburg http://www.pr.uni-freiburg.de/pm/2009/pm.2009-01-19.19/
  6. Web site: Warnung vor Räuchermischungen . Warning for smoke mixtures . German . 16 September 2009 . Bundesamt für Sicherheit im Gesundheitswesen (Federal Office of Health Safety) .
  7. Auwärter V, Dresen S, Weinmann W, Müller M, Pütz M, Ferreirós N . 'Spice' and other herbal blends: harmless incense or cannabinoid designer drugs? . Journal of Mass Spectrometry . 44 . 5 . 832–7 . May 2009 . 19189348 . 10.1002/jms.1558 . 2009JMSp...44..832A .
  8. Compton DR, Johnson MR, Melvin LS, Martin BR . Pharmacological profile of a series of bicyclic cannabinoid analogs: classification as cannabimimetic agents . The Journal of Pharmacology and Experimental Therapeutics . 260 . 1 . 201–9 . January 1992 . 1309872 .
  9. Martin BR, Compton DR, Thomas BF, Prescott WR, Little PJ, Razdan RK, Johnson MR, Melvin LS, Mechoulam R, Ward SJ . Behavioral, biochemical, and molecular modeling evaluations of cannabinoid analogs . Pharmacology, Biochemistry, and Behavior . 40 . 3 . 471–8 . November 1991 . 1666911 . 10.1016/0091-3057(91)90349-7 . 19386120 .
  10. Uchiyama N, Kikura-Hanajiri R, Matsumoto N, Huang ZL, Goda Y, Urade Y . Effects of synthetic cannabinoids on electroencephalogram power spectra in rats . Forensic Science International . 215 . 1–3 . 179–83 . February 2012 . 21640532 . 10.1016/j.forsciint.2011.05.005 .
  11. Uchiyama N, Kikura-Hanajiri R, Ogata J, Goda Y . Chemical analysis of synthetic cannabinoids as designer drugs in herbal products . Forensic Science International . 198 . 1–3 . 31–8 . May 2010 . 20117892 . 10.1016/j.forsciint.2010.01.004 .
  12. Web site: Bundesgetsetsplatz . 21 January 2009 . 3 .
  13. http://www.bgblportal.de/BGBL/bgbl1f/bgbl109s0049.pdf BGBl I Nr. 3 vom 21.01.2009, 22. BtMÄndV vom 19. Januar 2009, S. 49–50
  14. Web site: Version électronique authentifiée publiée au JO n° 0049 du 27/02/2009 - Legifrance. www.legifrance.gouv.fr.
  15. Web site: Grozījumi Ministru kabineta 2005.gada 8.novembra noteikumos Nr.847 "Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem". LIKUMI.LV.
  16. Web site: On the approval of lists of narcotic drugs and psychotropic substances . Regarding the Minister of Health of the Republic of Lithuania .
  17. News: Synthetic marijuana illegal as of Tuesday. North County Times. San Diego. Morgan. Cook . 2011-02-28. 2011-02-28. https://web.archive.org/web/20110303002056/http://www.nctimes.com/news/local/sdcounty/article_d000d0ec-653e-51a8-bc3d-55e144f415c1.html. 2011-03-03. dead.
  18. Web site: Schedules of Controlled Substances: Temporary Placement of Five Synthetic Cannabinoids Into Schedule I. 1 March 2011. Federal Register.

This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "CP 47,497".

Except where otherwise indicated, Everything.Explained.Today is © Copyright 2009-2024, A B Cryer, All Rights Reserved. Cookie policy.